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| Verfasst von: | Altmayer, Marco [VerfasserIn]  |
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| | Gaa, Bettina [VerfasserIn] |
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| | Gleiter, Rolf [VerfasserIn] |
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| | Rominger, Frank [VerfasserIn] |
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| | Kurzawa, Jana [VerfasserIn] |
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| | Schneider, Siegfried [VerfasserIn] |
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| Titel: | Syntheses and properties of donor-acceptor-substituted molecules with a bicyclo[2.2.1]heptane, a bicyclo[2.2.2]octane, and a tricyclo[3.3.0.03,7]octane spacer |
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| Verf.angabe: | Marco Altmayer, Bettina Gaa, Rolf Gleiter, Frank Rominger, Jana Kurzawa, and Siegfried Schneider |
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| E-Jahr: | 2001 |
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| Jahr: | 17 July 2001 |
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| Umfang: | 9 S. |
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| Teil: | year:2001 |
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| | number:16 |
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| | pages:3045-3053 |
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| | extent:9 |
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| Fussnoten: | Gesehen am 22.10.2020 |
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| Titel Quelle: | Enthalten in: European journal of organic chemistry |
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| Ort Quelle: | Weinheim : Wiley-VCH Verl., 1998 |
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| Jahr Quelle: | 2001 |
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| Band/Heft Quelle: | (2001), 16, Seite 3045-3053 |
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| ISSN Quelle: | 1099-0690 |
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| Abstract: | Starting from bicyclo[2.2.1]heptane-2,5-dione, bicyclo[2.2.2]octane-2,5-dione and tricyclo[3.3.0.03,7]octane-2,6-dione we were able to synthesize donor?acceptor-substituted derivatives by condensation reactions. The components for the condensations were propanedinitrile (21) for the acceptor part, and diethyl [(naphthalen-1-yl)methyl]phosphonate (12), diethyl [(anthracen-9-yl)methyl]phosphonate (13), and diethyl [(pyren-1-yl)methyl]phosphonate (14). To condense propanedinitrile we used the Knoevenagel condensation and for the phosphonates we used the Wittig?Horner?Emmons procedure. By means of NOESY NMR experiments the (E) configuration at the exo double bond of the donor?acceptor-substituted bicycles could be established. X-ray investigations on 22, 24, 27, and 39 confirmed the (E) configuration at the exo double bond and yielded the molecular parameters. Fluorescence spectra provided evidence for efficient photoinduced electron transfer in only the naphthalene and pyrene derivatives 22 and 26, but not in the analogous anthracene derivative 24 in accordance with estimates for ?Get. |
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| DOI: | doi:10.1002/1099-0690(200108)2001:16<3045::AID-EJOC3045>3.0.CO;2-G |
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| URL: | Bitte beachten Sie: Dies ist ein Bibliographieeintrag. Ein Volltextzugriff für Mitglieder der Universität besteht hier nur, falls für die entsprechende Zeitschrift/den entsprechenden Sammelband ein Abonnement besteht oder es sich um einen OpenAccess-Titel handelt.
Volltext ; Verlag: https://doi.org/10.1002/1099-0690(200108)2001:16<3045::AID-EJOC3045>3.0.CO;2-G |
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| | Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/1099-0690%28200108%292001%3A16%3C3045%3A%3AAID-EJOC3045%3E3 ... |
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| | DOI: https://doi.org/10.1002/1099-0690(200108)2001:16<3045::AID-EJOC3045>3.0.CO;2-G |
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| Datenträger: | Online-Ressource |
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| Sprache: | eng |
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| Sach-SW: | Donor−acceptor systems |
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| | Electron transfer |
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| | Polycycles |
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| | Through-bond interactions |
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| K10plus-PPN: | 1736623982 |
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| Verknüpfungen: | → Zeitschrift |
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Syntheses and properties of donor-acceptor-substituted molecules with a bicyclo[2.2.1]heptane, a bicyclo[2.2.2]octane, and a tricyclo[3.3.0.03,7]octane spacer / Altmayer, Marco [VerfasserIn]; 17 July 2001 (Online-Ressource)
